Tetrahedron Letters p. 7935 - 7938 (1998)
Update date:2022-08-16
Topics:
Tu, Yong Qiang
Sun, Liang Dong
A general and efficient approach for synthesis of dihydroagarofuran sesquiterpenoid, the core structure of the polyol esters extensively present in the Celastraceae plants, has been developed by a series of transformations, which mainly include three creative and synthetically valuable conversions: the strategic double-bond shifting of 3, the versatile rearrangement of epoxide 5 generating two key functions, the C5-OH and 7,11- Double-bond, and the stereoselective cyclization/reduction of 8 constructing the tetrahydrofuran ring of 11. Thus the sesquiterpenoid 3α,6α, 12- trihydroxy-dihydoagarofuran 1 was synthesized.
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